Lot numbers can be found on the outside label of a product:
N-(4-Iodophenyl)acetamide
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CAS No. 622-50-4
- Cat. No. CS-W004143
- Purity≥98%
- MDL No.MFCD00016352
*For research and further manufacturing use only, not for direct human use.
Structure of 622-50-4
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General Information
- CAS No. 622-50-4
- Cat. No. CS-W004143
- Purity ≥98%
- MDL No. MFCD00016352
- Storage 4°C, protect from light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₈INO
- Molecular Weight 261.06
- Synonym(s) None
- SMILES CC(=O)Nc1ccc(cc1)I
Description
N-(4-Iodophenyl)acetamide is a bench-stable aryl iodide derivative featuring a para-iodinated phenyl group linked to an acetamide handle. This combination enables efficient cross-coupling reactions, particularly in palladium-catalyzed processes such as Suzuki-Miyaura and Buchwald-Hartwig couplings. The electron-withdrawing acetamide moiety enhances reactivity while maintaining compatibility with diverse functional groups.
Application
N-(4-Iodophenyl)acetamide serves as a versatile building block in cross-coupling chemistry, enabling efficient Suzuki and Stille reactions due to its stable aryl iodide functionality. The acetamide group provides moderate electronic modulation and enhances solubility, while the compound exhibits excellent bench stability and ease of purification. It functions reliably in Pd-catalyzed transformations for constructing biaryl architectures common in pharmaceutical and materials research.
Synthesis
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Route1
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103-84-4 - ~10%
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In-stock
622-50-4
References
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Johnsson, Richard; Meijer, Andreas; Ellervik, Ulf Tetrahedron, 2005 , vol. 61, # 49 p. 11657 - 11663
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Route2
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In-stock
540-37-4 - ~99%
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In-stock
622-50-4
References
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Nagano, Tetsuo; Urano, Yasuteru; Setsukinai, Ken-ichi Patent: US2003/153027 A1, 2003 ;
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Route3
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108-24-7
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In-stock
540-37-4
- ~96%
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In-stock
622-50-4
References
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Hrobarik, Peter; Hrobarikova, Veronika; Sigmundova, Ivica; Zahradnik, Pavol; Fakis, Mihalis; Polyzos, Ioannis; Persephonis, Peter Journal of Organic Chemistry, 2011 , vol. 76, # 21 p. 8726 - 8736
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 29.1
- LogP 2.2496
- H_Acceptors 1
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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